33 Ann Street, Ossining, NY 10562
SOLD
OCT 31, 2025

33 Ann Street
Ossining, NY 10562

  • 5 Beds
  • 3 Baths
  • 2,000 sqft

$680,000

Last Sold: Oct 31, 2025
3% below list $699K
$340/sqft
Est. Refi. Payment $4,343/mo*
Refinance Your Home

$680,000

Last Sold: Oct 31, 2025
3% below list $699K
$340/sqft
Est. Refi. Payment $4,343/mo*
Refinance Your Home
5 Beds
3 Baths
2,000 sqft

Local Information

  • Map ViewExplore the area around 33 Ann Street.
  • Schools1 Preschool School4 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1902
Living Area
2,000 sqft
Price/Sqft
$340/sqft

About this House

Two-Family Home!!
Here is a wonderful opportunity for a picturesque Colonial home near the Hudson River in desirable Ossining. Originally built in 1902, the charming clapboard property with its cute green shutters has since been expanded and is currently configured as a two-family residence. The possibilities are endless!

The home presents beautifully with its postcard-perfect fenced front yard and an even larger backyard. At the first level is a large front living room with sunny corner exposures, a bonus room that can function as a den or extra bedroom, a full bath, a delightful kitchen with stone counters and stainless steel appliances, and a dining room with pantry. To the rear is a huge primary bedroom with its own ensuite bath and three closets including a walk-in.

Heading upstairs you’ll find another large living room, a lovely country kitchen, a remodeled full bath, and three spacious bedrooms. A second floor landing leads down to the driveway and backyard. There is also an attic with two more rooms, as well as a cellar for even more options. The grassy backyard with its patio, shade trees, planters, and white picket fencing is absolutely adorable. Get ready for summer barbecues!

Westchester’s Ossining is steeped in charm, a picturesque village on the water with a quaint downtown center and timeless architecture. The lovely home on Ann Street is close to Main Street shops and restaurants, verdant parks, cozy coffee shops and just a few blocks from the Hudson River and the local yacht club.
33 Ann Street, Ossining, NY 10562 is a 5 bedroom, 3 bathroom, 2,000 sqft multi-family built in 1902. It last sold for $680,000 on Oct 31, 2025 (3% below the $699,000 asking price). It is currently off market. The Trulia Estimate is $716,800, with a rent estimate of $3,189/month.

Home Details for 33 Ann Street

Interior Features

Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3
Appliances & Utilities
Utilities: Water Available
Heating & Cooling
Heating: Forced Air,OtherHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Gas & Electric
Has Electric on Property

Exterior Features

Parking & Garage
No CarportNo Garage
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 56

Property Information

Year Built
Year Built: 1902
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Duplex, Multi Family
Building
Construction Materials: Wood SidingNot Attached Property
Property Information
Parcel Number: 420308901900000000003700001

Price & Status

Price
List Price: $699,000Price Per Sqft: $340/sqft
Status Change & Dates
Off Market Date: Thu Aug 14 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Ossining
School Information
High School District: Ossining

Building

Building Area
Building Area: 2000 Square Feet

Community

Not Senior Community

Lot Information

Lot Area: 3049 sqft

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Agency

Miscellaneous

Mls Number: 875678Attic: Partially FinishedShowing Requirements: Appointment Only
Last check for updates: about 5 hours ago
Listed by Matthew J. Bizzarro, (917) 979-2259
Bizzarro Agency, LLC, (917) 979-2259
Bought with: Luana G. Malavolta, (917) 687-1014, NS and Associates Realty Group, (646) 201-0960
Source: OneKey® MLS as distributed by MLS GRID, MLS#875678

Price History for 33 Ann Street

DatePriceEventSource
10/31/2025$680,000Sold
OneKey® MLS as distributed by MLS GRID #875678
09/10/2025$699,000PendingOneKey® MLS as distributed by MLS GRID #875678
08/14/2025$699,000ListingRemovedOneKey® MLS as distributed by MLS GRID #875678
06/29/2025$699,000Listed For SaleOneKey® MLS as distributed by MLS GRID #875678
06/22/2025$699,000ListingRemovedOneKey® MLS as distributed by MLS GRID #875678
06/12/2025$699,000Listed For SaleOneKey® MLS as distributed by MLS GRID #875678

Market trends in Ossining

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
60
9MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$507,100
Home facts updated by county records

Comparable Sales for 33 Ann Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
23 Ann Street, Ossining, NY
0.03
Multi-Family Home
$650,000
10/01/25
5
2
1,800
143 N Highland Avenue, Ossining, NY
0.21
Multi-Family Home
$700,000
03/13/26
6
3
1,768
141 N Highland Avenue, Ossining, NY
0.21
Multi-Family Home
$540,000
08/15/25
5
2
1,656
90 Broadway, Ossining, NY
0.14
Multi-Family Home
$600,000
03/17/26
4
2
1,935
15 Dale Avenue, Ossining, NY
0.38
Multi-Family Home
$639,000
10/09/25
3
2
1,568
35 Havell Street, Ossining, NY
0.26
Multi-Family Home
$798,000
06/29/26
5
2
2,250

Nearby homes

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Assigned Schools

These are the assigned schools for 33 Ann Street.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Ossining

At least 374 Trulia users voted on each feature.

  • 83 % Say it's dog friendly

  • 75 % Say car is needed

  • 75 % Say there's holiday spirit

  • 71 % Say there are sidewalks

  • 69 % Say yards are well-kept

  • 69 % Say people would walk alone at night

  • 66 % Say streets are well-lit

  • 66 % Say parking is easy

  • 65 % Say it's walkable to grocery stores

  • 64 % Say it's walkable to restaurants

  • 63 % Say they plan to stay for at least 5 years

  • 62 % Say kids play outside

  • 60 % Say it's quiet

  • 53 % Say neighbors are friendly

  • 50 % Say there's wildlife

  • 42 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Patricia Carrion
    "I never had any pets and the neighborhood residents are cordial to others. No one has given me any problems "
    0
    Flag
  • Katie Scarlett Ninivaggi
    "Concerts are offered in the summer, and the weekend farmer’s market is reliable in the warmer months. "
    0
    Flag
  • Katie
    "People are generally very kind and neighborly. There are many town events and small businesses that make an effort to cultivate community. "
    0
    Flag
  • Stetson Hundgen
    "Best Rivertown to be in. Fantastic diverse community full of great people. Best view on the Hudson. Close to so many great hikes and the city. "
    0
    Flag
  • Justin Lawrence
    "This neighborhood is wonderful. The people look out for one another and it’s safe. Been here for over nine years."
    0
    Flag
  • Brookelynn R.
    "I don't like the green color in the kitchen. For this wall it has to be one color how about cracked pepper or a darker hue. "
    0
    Flag
  • Marco Barros
    "It’s a quiet town and our family and friends have been walking late at night around town and the feel safe "
    0
    Flag
  • Afay69
    "All historical towns in Hudson valley are beautiful and unique and town of Ossining are bee one of them."
    0
    Flag
  • SEONGUK LIM
    "The roads are bad with potholes, and the school district is not good. North Ossining can be somewhat unsafe."
    0
    Flag
  • Milton Sandoval
    "I’ve lived in this neighborhood for more than 20 years. Since 2003, I attended AMD and OHS best town."
    6
    Flag
  • Gustavo D. L. P.
    "Plenty of space for having fun with a dog. Walking distance to parks. Little dogs have to be careful of coyotes and foxes. "
    13
    Flag
  • Edit
    "Many families, great parks, close to Hudson and other recreational areas, park school is great. Mostly Latino population; nice people in general. Stores are close and well stock, if you don’t want to leave the town you can find pretty much everything here."
    18
    Flag
  • Lupe G.
    "forest Of fears, river front summer Friday nights, tree lighting, trick-or-treat, culrural festivals, 4th of July fire works, summer street fair. learn and explore weekend sessions. library movie nights. "
    10
    Flag
  • Stetson H.
    "The Ossining Farmers market is one of the best in Westchester. There are several community events throughout the year down by the waterfront. "
    3
    Flag
  • Maramaidhah
    "It is safe and it is full of lights I love it so much. I also like the neighborhood that is around me."
    2
    Flag
  • Jmarques525
    "A lot of activities for kids through the town programs. These is a big sence of community here with diversity. "
    3
    Flag
  • Marco D.
    "I lived in this neighborhood for three years and it’s been lovely. The area is changing and a lot of new upgrades coming to the community. "
    2
    Flag
  • Dave B.
    "Very diverse, right by the water, very close to the train station and an easy ride to NYC. Good food and good people so you can’t go wrong. "
    2
    Flag
  • Dave B.
    "Historical feel, big town but small town feeling, train station right on the water and very quick train ride into NYC "
    0
    Flag
  • Savannah M.
    "It’s a very friendly community without a lot of crowds. It feels very small town and that’s very nice. "
    0
    Flag
  • Veronica A. C.
    "It is a great school district and a nice Town to enjoy in parks, lot of restaurants and a very nice library "
    1
    Flag
  • Daniela .
    "I don’t own a dog, but my neighbor is pet friendly and very clean. All dogs get alone well and owners clean very nicely afterwards. Happy place for everyone. "
    0
    Flag
  • Edisonlatin32
    "It’s nice live here it’s quiet no loud music no noises no drogs I love this town but I don’t like the traffic and the police and the taxi drivers "
    1
    Flag
  • Jessica P.
    "Safe. School districts the best in education. Ossining has a big library for kids to study. Open door clinics in ossining and along other close hospital like Phelps "
    2
    Flag
  • Mvportilla
    "Nice town to have family, great schools with very good and humanity teachers. So many parks for kids, beautifull Hudson River view ."
    3
    Flag
  • Vera G.
    "It’s quiet, rural and the neighbors are nice. There is tons of wildlife including birds and deer. It is serene and beautiful."
    0
    Flag
  • Stacie A.
    "I’ve lived here for 2 years. It’s quite. Nice neighborhood for people with children. I love the waterfront and seeing people walking their dogs "
    0
    Flag
  • Vera G.
    "My neighborhood is quiet and the rural part of town, but within 2 -4 miles of everything. There is plenty of open space"
    5
    Flag
  • Gk4sk
    "It is a very nice place to raise family. It has an easy commute to New York City. Also has lot of parks and play grounds. "
    1
    Flag
  • Gk4sk
    "Ossining has nice school district, large numbers of parks and playgrounds and easy commute to NewYork city."
    1
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

19 pet-friendly rentals in Ossining, NY

Explore by feature - Garage

8 rentals with a garage in Ossining, NY

Explore by feature - Air Conditioning

24 rentals with air conditioning in Ossining, NY

Explore by feature - Pool

6 rentals with a pool in Ossining, NY

Explore by feature - Washer/dryer

22 rentals with a washer/dryer in Ossining, NY

Homes for sale near 33 Ann Street

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Off Market Homes Near 33 Ann Street

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Frequently asked questions about 33 Ann Street

  • What is 33 Ann Street estimated to be worth?
    Trulia's estimated value for 33 Ann Street in Ossining, NY is $716,800.
  • What is the price history for 33 Ann Street?
    33 Ann Street in Ossining, NY last sold for $680,000 in October 2025.
  • Is Ossining a buyer's or seller's market?
    Ossining is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Ossining?
    Residents describe Ossining, NY as dog-friendly, pedestrian-friendly, and well-kept. See recently sold homes in Ossining, NY.
  • Does 33 Ann Street have air conditioning?
    Yes, 33 Ann Street in Ossining, NY has air conditioning.
Based on information submitted to the MLS GRID as of 2026-08-07 23:28:24 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information